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Title: Stereoselective synthesis, natural occurrence and CB₂ receptor binding affinities of alkylamides from herbal medicines such as 'Echinacea' sp.
Contributor(s): Matovic, N (author); Matthias, A (author); Gertsch, J (author); Raduner, S (author); Bone, Kerry (author); Lehmann, RP (author); DeVoss, JJ (author)
Publication Date: 2007
DOI: 10.1039/b615487e
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Abstract: A divergent synthesis of (2E,4E,8E,10E)- and (2E,4E,8E,10Z)-N-isobutyldodeca-2,4,8,10-tetraenamides from pent-4-yn-1-ol allowed identification of the (2E,4E,8E,10Z)-isomer for the first time in Echinacea species. A short, stereoselective synthesis of the (2E,4E,8E,10Z)-isomer is also described which allowed further biological evaluation of this material, and the demonstration that this isomer does not occur in 'Spilanthes mauritiana' as previously reported.
Publication Type: Journal Article
Source of Publication: Organic & Biomolecular Chemistry, 5(1), p. 169-174
Publisher: Royal Society of Chemistry
Place of Publication: United Kingdom
ISSN: 1477-0520
Field of Research (FOR): 060199 Biochemistry and Cell Biology not elsewhere classified
Peer Reviewed: Yes
HERDC Category Description: C1 Refereed Article in a Scholarly Journal
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